title: Synthesis of trans-caffeate analogues and their bioactivities against HIV-1 integrase and cancer cell lines.
abstract: Forty caffeate analogues were synthesized via a convenient method starting from vanillin with moderate to good yields. The testing of biological activity of these compounds against HIV-1 integrase indicates that four compounds: bornyl caffeate, bornyl 2-nitrocaffeate, 5-nitrocaffeic acid and 5-nitrocaffeic acid phenethyl ester (5-nitroCAPE) possess a good HIV integrase inhibitory activity, IC(50) 19.9, 26.8, 25.0 and 13.5 microM , respectively. Twelve caffeate analogues were tested by MTT assay on growth of human hepatocellular carcinoma BEL-7404, human breast MCF-7 adenocarcinoma, human lung A549 adenocarcinoma and human gastric cancer BCG823 cell lines, respectively. And the best result is IC(50) 5.5 microM for CAPE against BEL-7404.
authors.affiliation: College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou 310032, PR China.
authors.forename: Chun-nian
authors.initials: CN
authors.lastname: Xia
authors.forename: Hai-bo
authors.initials: HB
authors.lastname: Li
authors.forename: Feng
authors.initials: F
authors.lastname: Liu
authors.forename: Wei-xiao
authors.initials: WX
authors.lastname: Hu
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000494:pharmacology; D001665:Binding Sites; D001710:Biotin / Q000737:chemistry; D002109:Caffeic Acids / Q000737:chemistry*; D045744:Cell Line, Tumor; D002626:Chemistry, Pharmaceutical / Q000379:methods; D015195:Drug Design; D004797:Enzyme-Linked Immunosorbent Assay; D019427:HIV Integrase / Q000737:chemistry*; D019428:HIV Integrase Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D006801:Humans; D020128:Inhibitory Concentration 50; D008956:Models, Chemical; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D002109:Caffeic Acids; D019428:HIV Integrase Inhibitors; D001710:Biotin; D019427:HIV Integrase; C514801:p31 integrase protein, Human immunodeficiency virus 1